ChemInform Abstract: Unexpected Stability of δ-Lactones with Axial Substituents Rather than Equatorial Ones. Conformational Evaluation by Molecular Mechanics and Molecular Orbital Calculations.

Unexpected stability of δ-lactones with

Unexpected stability of δ-lactones with axial substituents rather than equatorial ones. Conformational evaluation by molecular mechanics and molecular orbital calculations

✍ Yoshiki Morimoto; Haruhisa Shirahama 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 684 KB

A 1:1 mixture of the trisubstituted ~,-lactones 5a and 5b was subjected to thermodynamically equil~rated conditions to give predominantly 5b with axial subsfituents rather than 5a with all equatorial ones, in contrast to the Prelog-Djerassi lactone derivatives 3a and 3b. Further surprisingly, it has